Harry Styles: 5 iconic looks that changed men's fashion forever

Harry Styles arrives for the photocall for 'Don't Worry Darling' during the 79th Venice International Film Festival on September 05, 2022
© Photo by Franco Origlia/Getty Images
Harry Styles arrives for the photocall for 'Don't Worry Darling' during the 79th Venice International Film Festival on September 05, 2022
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No one could possibly know on that X Factor audition 12 years ago that a singer wannabee Harry Styles would become a style icon, advocate for gender fluidity in fashion and normalise pearls for men. He surprised us all.

Harry Stylespushed the boundaries of what’s acceptable in fashion like no one else, and it paid off. From what has now become his trademark string of pearls to traditional tweed blazers, he let fashion do its job without a gender divide. Singer's style choices look effortless, intelligent, and sexy.

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'The best-dressed musician in the world' and gender-fluid fashion

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Harry Styles attends The BRIT Awards 2020 at The O2 Arena on February 18, 2020 in London, England Photo by David M. Benett/Dave Benett/Getty Images
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GQ called Harry Styles ‘the best-dressed musician in the world’ and wrote that the former One Direction singer 'knows the definition of style, grounding his wardrobe around a bunch of basics and then having some fun with their finishing touches'.

The pop star’s fashion aesthetics is the centrepiece of the ever-changing menswear landscape, which has become increasingly gender-fluid over the years. Gucci, Louis Vuitton, Loewe, Harris Reed, and JW Anderson are lynchpin brands in the gender-free movement, pushing men in skirts, natty silk scarves and nipple-flashing. Even British Burberry, which is historically defined by its traditional menswear, trench coats and slick suiting, couldn't resist the new wave, dressing their male models in skirts under Riccardo Tisci’s guidance.

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Harry Styles was pioneering these looks all along. Here are his most iconic outfits.

1. British eccentricity meets big boa energy

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Harry Styles at THE 63rd ANNUAL GRAMMY® AWARDS in Los Angeles, Sunday, March 14, 2021 Photo by Francis Specker/CBS via Getty Images

Styles served a heavy dose of British eccentricity and big boa energy as he arrived at the Grammy Awards, demonstrating once again that he has one of the most idiosyncratic styles on the planet.

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Never one to shy away from making an impression, the pop star was dressed entirely in head-to-toe custom-made Gucci. The look was put together by his long-term stylist, Harry Lambert.

2. Glamour in Black&White

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Harry Styles attends The 2019 Met Gala at Metropolitan Museum of Art on May 06, 2019 in New York City Photo by Matt Winkelmeyer/MG19/Getty Images
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Co-chairing the Met Gala, Harry Styles stepped up to the job alongside Lady Gaga and Guccigenius Alessandro Michele in a classic outfit that looked insanely innovative on the former boy band singer. He didn't disappoint the fans, sporting a sheer shirt-cum-blouse and a single pearl earring.

3. Championing British Fashion

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Harry Styles in New York on May 19, 2022 Photo by: Nathan Congleton/NBC via Getty Images
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Whatever Styles wants, Styles gets. This JW Anderson jumpsuit was originally presented in dress form as part of the brand's Resort 2022 collection, but when you're the biggest superstar in the world, you get one made how you so wish.

4. Rocking the stage in fluoro pink coat

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Harry Styles performs during the 2022 Coachella Valley Music And Arts Festival on April 22, 2022 in Indio, California Photo by Kevin Mazur/Getty Images for Harry Styles
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For weekend two of Coachella 2022 Styles slipped into a custom, high-shine, cut-out Gucci jumpsuit, and fluoro pink coat.

5. Granny chic at Brit awards

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Harry Styles during The BRIT Awards 2020 at The O2 Arena on February 18, 2020 in London, England Photo by Samir Hussein/WireImage
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Styles brought granny chic to the main stage at the Brits in February 2020. The fact he wore Marc Jacobswomenswear was telling about how comfortable the Fine Line singer is with embracing his feminine side.

Sources used:

- GQ: 'Harry Styles is the best-dressed musician in the world'

- Vogue: 'Harry Styles: Style Evolution'

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